Amide‐phosphonium Salt Catalyzed Enantioselective Vinylogous Mannich Addition of Coumarins to Isatin Imines
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DOI: 10.1002/cctc.201901677
Abstract: An asymmetric vinylogous Mannich reaction between 3‐cyano‐4‐methylcoumarins and N‐Boc isatin imines catalysed by amide phosphonium salt is described. This method allows the formation of intriguing adducts bearing both 3‐aminooxindole and coumarin moieties in excellent yields… read more here.
Keywords: isatin imines; amide phosphonium; salt catalyzed; vinylogous mannich ... See more keywords
Borane-Catalyzed Direct Asymmetric Vinylogous Mannich Reactions of Acyclic α,β-Unsaturated Ketones.
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DOI: 10.1021/jacs.1c00006
Abstract: Herein, we report that, by using chiral bicyclic bisborane catalysts, we have achieved the first highly regio-, diastereo-, and enantioselective direct asymmetric vinylogous Mannich reactions of acyclic α,β-unsaturated ketones. The strong Lewis acidity and steric… read more here.
Keywords: acyclic unsaturated; direct asymmetric; asymmetric vinylogous; reactions acyclic ... See more keywords
Zn-ProPhenol Catalyzed Enantio- and Diastereoselective Direct Vinylogous Mannich Reactions between α,β- and β,γ-Butenolides and Aldimines.
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DOI: 10.1021/jacs.7b11361
Abstract: We report a Zn-ProPhenol catalyzed reaction between butenolides and imines to obtain tetrasubstituted vinylogous Mannich products in good yield and diastereoselectivity with excellent enantioselectivity (97 to >99.5% ee). Notably, both α,β- and β,γ-butenolides can be… read more here.
Keywords: catalyzed enantio; enantio diastereoselective; vinylogous mannich; diastereoselective direct ... See more keywords
Effective asymmetric vinylogous Mannich reaction of isatin imines with α,α-dicyanoolefins in the presence of a simple chiral amide phosphonium bifunctional phase transfer catalyst
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DOI: 10.1039/c6qo00546b
Abstract: An asymmetric vinylogous Mannich reaction between α,α-dicyanoolefins and N-Boc isatin imines has been developed by employing 1 mol% bifunctional amide phosphonium salt as a phase transfer catalyst and K2CO3 as a base. When α,α-dicyanoolefins derived… read more here.
Keywords: mannich reaction; isatin imines; amide phosphonium; asymmetric vinylogous ... See more keywords